N-BOC-ethylenediamine → HCID 22396192, compound

HRID 1070489Notes

Reaction equation

HRID 1070489 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][C:15]=1[Cl:16])[CH2:5][N:6]1[CH2:11][CH2:10][C:9](=O)[CH2:8][CH2:7]1.[C:17]([O:21][C:22]([NH:24][CH2:25][CH2:26][NH2:27])=[O:23])([CH3:20])([CH3:19])[CH3:18].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[C:17]([O:21][C:22](=[O:23])[NH:24][CH2:25][CH2:26][NH:27][CH:9]1[CH2:10][CH2:11][N:6]([CH2:5][C:4]2[CH:13]=[CH:14][C:15]([Cl:16])=[C:2]([Cl:1])[CH:3]=2)[CH2:7][CH2:8]1)([CH3:20])([CH3:18])[CH3:19]

Participants

5

Reactant 3

HCID 187201N-BOC-ethylenediamineHCID 5049666Sodium triacetoxyborohydrideHCID 108487763,4-dichlorobenzyl-4-piperidone

Product 1

HCID 22396192HCID 22396192, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the product from step (i) (1.61 g), N-(tert-butoxycarbonyl)-ethylenediamine (1 g) and sodium triacetoxyborohydride (2.12 g) in dichloromethane (20 ml) was stirred at room temperature for 3 h. The mixture was partitioned between water and ethyl acetate, the organic layer dried and evaporated under reduced pressure. Yield 1.28 g.

Workup

  1. customThe mixture was partitioned between water and ethyl acetate
  2. customthe organic layer dried
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-580f275b589746b4bc43ed6206780079
Source dataset
uspto-grants-2005_06
Patent number
US06903085B1

Reaction notes

Loading…